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Biotransformation of (+)-Carvone and (-)-Carvone by the Common Cutworm Spodoptera Litura Larvae

Biotransformation of (+)-Carvone and (-)-Carvone by the Common Cutworm Spodoptera Litura Larvae

Shinsuke Marumoto, Yoshiharu Okuno, Yuki Hagiwara, Mitsuo Miyazawa

J Oleo Sci. 2018 Oct 11;67(10):1253-1257.

PMID: 30210079

Abstract:

Biotransformation of (+)- and (-)-carvone (1 and 2) by the larvae of common cutworm (Spodoptera litura) has been investigated. (+)-Carvone was transformed to (+)-(4S)-10-hydroxycarvone (1-1), (+)-(4S)-7- hydroxycarvone (1-2), and (-)-(4S)-8,9-dihydroxy-8,9-dihydrocarvone (1-3). (-)-Carvone (2) was transformed to (-)-(4R)-10-hydroxycarvone (2-1), (-)-(4R)-7-hydroxycarvone (2-2), (+)-(4R)-8,9-dihydroxy-8,9- dihydrocarvone (2-3), and (-)-(2R,4R)-10-hydroxycarveol (2-4). The results indicate that the main metabolic reaction of carvones by S. litura larvae is oxidation at vinyl group (C-8 and C-9).

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP2244168	(+)-Carvone		2244-16-8	Price

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